Stereoselective TiCl4-Mediated Aldol Reactions Starting from Acylsilanes

被引:4
|
作者
Marri, Gangababu [1 ]
Reddy, J. Satyanarayana [1 ]
Ruiz, Johal [2 ]
Das, Saibal [1 ]
Gree, Rene [2 ]
机构
[1] CSIR Indian Inst Chem Technol, Nat Prod Chem Div, Hyderabad 500007, Andhra Pradesh, India
[2] Univ Rennes 1, Inst Sci Chim Rennes, CNRS, UMR 6226, F-35042 Rennes, France
关键词
Silanes; Aldol reactions; Silicon; Lewis acids; ADDITIONS; REAGENTS; ASSEMBLAGE; MECHANISM; ALDEHYDES; ACETATES; SYN;
D O I
10.1002/ejoc.201403263
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient method for the preparation of beta-hydroxyacylsilanes has been developed through a TiCl4-mediated aldol reaction. A selection of Lewis acids has been assessed, and other parameters such as solvent and temperature have been optimized. These aldol reactions occur under mild conditions and furnish a selection of beta-hydroxy acylsilanes in fair-to-good yields with high syn selectivities (up to 99%).
引用
收藏
页码:840 / 846
页数:7
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